beta-Nitrostyrenes 1 react with various stabilized nucleophiles to generate hydroximoyl chlorides and nitroalkanes after workup with ice cold concentrated hydrochloric acid One-pot synthesis of bicyclic products from the Michael addition of different nucleophiles with beta-nitrostyrenes 1 is reported (C) 1998 Elsevier Science Ltd. Ail rights reserved.
An easy and efficient method for the synthesis of hydroximoyl chloride from nitro olefin and silyl enol ether
作者:Ming-Chung Yan、Zhijay Tu、Chunchi Lin、Ching-Fa Yao
DOI:10.1016/s0040-4039(02)01616-7
日期:2002.10
Reactions of nitro olefin 1 with silylenolether 2 in the presence of TiCl4 in CH2Cl2 at 0°C gave high yields of hydroximoyl chloride 3. When the hydroximoyl chloride 3 was treated with Et3N in the presence of dipolarophile, the corresponding 2-isoxazolines were obtained.